2-Amino-5-fluoropyridine Chemical Properties

Melting point:

93-97 °C (lit.)

Boiling point:

125 °C

Density 

1.257±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

4.62±0.13(Predicted)

form 

Powder

color 

White to orange

BRN 

385938

InChI

InChI=1S/C5H5FN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8)

InChIKey

YJTXQLYMECWULH-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(F)C=C1

CAS DataBase Reference

21717-96-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

36/37/38-34

Safety Statements 

26-36-45-36/37/39-27

RIDADR 

UN2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

II

HS Code 

29333999

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Amino-5-fluoropyridine Usage And Synthesis

Chemical Properties

Light yellow Cryst

Uses

2-Amino-5-fluoropyridine is used in chemical microarrays to identify ligands that binds pathogenic cells. Acts as a reagent in the preparation of heterocyclic compounds as integrase inhibiting antiviral agents.

Definition

ChEBI: 2-Amino-5-fluoropyridine is a dihydropyridine.

Application

2-Amino-5-fluoropyridine is a versatile fluorinated pyridine building block widely used to prepare peptide deformylase inhibitors such as the antibacterial agent LBM415, as well as herbicides, fungicides, and PET imaging probes; the combined electron-withdrawing fluorine and nucleophilic amino substituents enhance metabolic stability and bioavailability of the resulting active pharmaceutical or agrochemical ingredients.

Synthesis

2-Amino-5-fluoropyridine is an important intermediate for the synthesis of LBM415 which is the peptide deformylas inhibitor. Using 2-aminopyridine as raw material and via nitrification, amino acetylation, reduction of nitro, diazolization, Schiemann reaction and hydrolysis of acetyl.

References

[1] E. S. HAND, D. C. BAKER. “ChemInform Abstract: Syntheses of 2-Chloro- and 2-Amino-5-fluoropyridines and Isolation of a Novel Difluoroboryl Imidate.” ChemInform 21 19 (1990).

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